1,3-Propanesultam → 5-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)-2-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]benzonitrile

HRID 2411641Notes

Reaction equation

HRID 2411641 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([C:10]([N:12]2[CH2:17][CH2:16][N:15]([C:18]3[C:23]([CH3:24])=[CH:22][C:21]([CH3:25])=[C:20]([CH3:26])[N:19]=3)[CH2:14][CH2:13]2)=[O:11])=[C:6]([CH:9]=1)[C:7]#[N:8].[S:27]1(=[O:33])(=[O:32])[CH2:31][CH2:30][CH2:29][NH:28]1>>[O:32]=[S:27]1(=[O:33])[CH2:31][CH2:30][CH2:29][N:28]1[C:2]1[CH:3]=[CH:4][C:5]([C:10]([N:12]2[CH2:17][CH2:16][N:15]([C:18]3[C:23]([CH3:24])=[CH:22][C:21]([CH3:25])=[C:20]([CH3:26])[N:19]=3)[CH2:14][CH2:13]2)=[O:11])=[C:6]([CH:9]=1)[C:7]#[N:8]

Participants

3

Reactant 2

HCID 6421571,3-PropanesultamHCID 712521745-Bromo-2-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]benzonitrile

Product 1

HCID 712525565-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)-2-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]benzonitrileYield 84.5%

Procedure

Using 5-bromo-2-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]benzonitrile (413 mg) described in Preparation Example 172 and isothiazolidine 1,1-dioxide (158 mg) and by the reaction and treatment in the same manner as in Example 262, the title compound (383 mg) was obtained.

Sources & evidence

ORD record
ord-a380bc1b670e41f1a5a9fca3b3c366b2
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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